Enrique Iglesias recently boasted about having a tiny...well, you know. Oddly, he's not the first. From Shia LaBoeuf to Howard Stern to Jude Law, here are more big stars with little packages.

His father may have crooned about all the girls he loved before, but Enrique Iglesias has a more modest approach. During an interview on Australian TV recently, the 35-year-old singer delivered a humble brag for the ages when he claimed, "I have the smallest penis in the world." He wasn't joking. (In 2005, Iglesias gave an interview to the Houston Press in which he made a similar boast: "The next product I'm gonna put my name on is extra-small condoms. I can never find extra-small condoms, and I know it's really embarrassing for people—you know, from experience.") As if that weren't honest enough, Iglesias told the astonished Aussie audience, "I don't even last eight minutes now."

For years, Howard Stern has made fun of his own member, famously declaring he was "hung like a pimple." In a 1994 Rolling Stonecover story, the magazine asked Stern about his surprising honesty: "I think I might as well be up front about it," he replied. "No guy will ever admit to having a small penis. I just went on the record. I might be one of the smallest guys in the world." Stern also revealed that at one point he'd wanted his book Private Parts to be titled Penis "because I thought if it went onto TheNew York Times' best-seller list, it would be `Howard Stern's Penis.' And they'd have to write `Howard Stern's Penis is No. 1.'"